1924-28-3

Usage

Uses

Used in Polymerization Reactions:
(Z)-Stilbene-α,β-diol α,β-dibenzoate is used as a photoinitiator for [initiating polymerization processes] because of its light-absorbing properties, which facilitate the polymerization of various materials.
Used in Adhesives Production:
In the Adhesives Industry, (Z)-Stilbene-α,β-diol α,β-dibenzoate is used as a key component for [enhancing the curing process] of adhesive formulations, leading to improved bonding strength and durability.
Used in Coatings Manufacturing:
(Z)-Stilbene-α,β-diol α,β-dibenzoate is utilized as an additive in the Coatings Industry for [improving the curing and performance] of coating materials, providing better adhesion, durability, and resistance to environmental factors.
Used in Composites Production:
Within the Composites Industry, (Z)-Stilbene-α,β-diol α,β-dibenzoate is used as a curing agent for [strengthening the matrix] of composite materials, contributing to enhanced mechanical properties and structural integrity.
Used in Dental Materials:
In the Dental Industry, (Z)-Stilbene-α,β-diol α,β-dibenzoate is used as a component in [fabricating dental restorative materials], offering better setting properties and improved durability of dental fillings and other restorations.
Used in Electronics Industry:
(Z)-Stilbene-α,β-diol α,β-dibenzoate is employed in the Electronics Industry as a material for [photopolymerization processes] in the manufacturing of printed circuit boards and other electronic components, ensuring precise and reliable product fabrication.
Used in Skincare and Anti-Aging Products:
(Z)-Stilbene-α,β-diol α,β-dibenzoate is studied for its potential use in the Cosmetics Industry as an antioxidant and free radical scavenger for [protecting the skin] and potentially reducing signs of aging, making it a promising ingredient for skincare and anti-aging products.

Upstream product

• 100-52-7 benzaldehyde 
• 61996-99-4 stilbene-α,α'-diol; disodium-salt 
• 98-88-4 benzoyl chloride 
• 30615-54-4 triphenylmethyl bromide 
• 134-81-6 benzil 
• 109-99-9 tetrahydrofuran 
• 6963-24-2 2,3,5,6-tetraphenyl-1,4-dioxine 
• 93-97-0 benzoic acid anhydride 
• 262-89-5 dibenzo[a,e]cyclooctatetraene 
• 60-29-7 diethyl ether 
• 119-53-9 2-hydroxy-2-phenylacetophenone 

Downstream Products

• 134-81-6 benzil 
• 65-85-0 benzoic acid 
• 451-40-1 phenyl benzyl ketone 
• 501-65-5 diphenyl acetylene 
• 618-32-6 Benzoyl bromide 
• 119-53-9 2-hydroxy-2-phenylacetophenone 

Relevant academic research and scientific papers

TRANSITION METAL-PROMOTED REACTIONS. X. PENTACARBONYLIRON-PROMOTED REDUCTIVE COUPLING OF BENZOYL CHLORIDE IN HALOBENZENES

Reductive coupling of benzoyl chloride to give trans- and cis-α,α'-stilbenediol dibenzoates is found to be promoted by pentacarbonyliron.The mechanism is briefly discussed.

Methylsulfinyl (Dimsyl) anion as umpolung catalyst for the chemoselective cross-benzoin reaction of α-diketones with aldehydes

The hitherto unreported ability of the methylsulfinyl carbanion (dimsyl anion) to generate acyl anion equivalents is described. The dimsyl anion, in fact, efficiently catalyzes chemoselective intermolecular cross-benzoin condensations of diaryl α-diketones (benzils) with various aromatic and aliphatic aldehydes to give the corresponding aryl-aryl and aryl-alkyl benzoin benzoates in an atom-economic fashion. The dimsyl anion acts as an environmentally friendly alternative to the toxic cyanide anion and it is obtained by in situ deprotonation of dimethyl sulfoxide (DMSO) solvent with a catalytic amount of a strong base, potassium tert-butoxide (t-BuOK) the optimal promoter. The assumption that the methylsulfinyl carbanion is the active catalyst in the title transformation is supported by electrospray ionization mass spectrometry (ESI-MS) experiments. Copyright

Reactions of aroyl chlorides with samarium metal in DMF-controllable syntheses of O-aroylbenzoins, 1,2-diarylethanones, and (z)-α, α′-stilbenediol dibenzoates

Reduction of aroyl chlorides carried out in DMF with samarium metal has been studied. Samarium metal, which requires not any intended activation or pretreatment, was found to react with aroyl chloride in a controllable manner. Correspondingly, O-aroylbenzoins, 1,2-diarylethanones, or (Z)-α, α′-stilbenediol dibenzoates were afforded as the major products under controlled conditions.

Transformation of acid chlorides into aldehydes by reduction of in-situ formed acyltributylphosphonium ions with zinc-copper couple or zinc

Transformation of acid chlorides into the corresponding aldehydes without over-reduction to alcohols was effectively achieved by the reduction of acyltributylphosphonium ions, formed in-situ from the chlorides and tributylphosphine in CH3CN, with Zn-Cu couple or Zn in the presence of CH3SO3H under an N2 atmosphere.

Cathodic reduction of enediol diesters obtained by electrochemical methods

The electrochemical reduction of 1,2-di-alkylphenyl-1,2-ethenediol di- alkylbenzoates, on a Hg cathode in DMF/LiClO4, yields 1,2-di- alkylphenylacetylenes. The enediol diesters were obtained from alkylbenzoyl chlorides, by the same method, using dry acetone / LiClO4.

Neue Synthesen und Reaktionen ungesaettigter Heterotitanacyclen

Dicarbonyltitanocene reacts chemoselectively with difunctional carbonyl compounds such as 1,2-diketones and 1,4-diketo-2-enes, with α-ketothioketones, α-ketoimines and azodicarbonic esters and -amides to yield the corresponding, mostly new, heterotitanacycles that are capable of a lot of a useful follow-up reactions.These chelate complexes, containing three to four heteroatoms, allow the substitution of the entire titanocene fragment by carbon (formation of vinylenic carbonates and the thia-derivatives of these) or by further heteroatoms like boron or phosphorus(formation of boroles and phosphonic acid derivatives), thus retaining the cyclofunctionality.Alternatively, some of the new chelate complexes can be readily C-C-chain-lengthened via a deprotonating/alkylating sequence, leaving the metallacycle unaffected.

Synthesis, Thermal Stability, and Chemiluminescence Properties of Bisdioxetanes Derived from p-Dioxines

By elimination of methanol from 2,5-dimethoxy-1,4-dioxanes and 2,3-dihydro-2-methoxy-1,4-dioxines on treatment with p-toluenesulfonic acid in acetic anhydride, the new tetrakis(4-methoxyphenyl)-, tetrakis(4-chlorophenyl)-, tetra-p-tolyl-, and 2,5-dimethyl-3,6-diphenyl-1,4-dioxines (1) were prepared in good yields.Photosensitized singlet oxygenation of these 1,4-dioxines 1 afforded the corresponding bisdioxetanes 2, the 1,2-diketones, and the enediol diesters 7.Thermal decomposition of the bisdioxetanes 2 yielded the corresponding anhydrides 4 essentially quantitatively.During the thermolysis of 1,6-dimethyl-3,8-diphenyl-2,4,5,7,9,10-hexaoxatricyclo3,6>decane (2f) appreciable amounts of (3R,4S)-3-acetoxy-4-(benzoyloxy)-4-methyl-3-phenyl-1,2-dioxetane (3f) were detected.The bisdioxetanes 2 and monodioxetane 3f exhibited similar thermal stabilities, the free energies of activation (ΔG%) at 298 K falling within 25.5 + 1.5 kcal/mol.The singlet excitation yields (ΦS) ranged between 0.003 and 0.03percent and the triplet excitation yields (ΦT) between 9.5 and 71.5percent.Despite the favorable energy balance, it is concluded that no higher excited states of anhydride 4f are produced during the thermolysis of bisdioxetane 2f.On thermal activation, the bisdioxetanes decompose by sequential cleavage of the two dioxetane rings.

SYNTHESIS OF (Z)-STILBENDIOL DIBENZOATE BY SENSITIZED PHOTOOXYGENATION OF 2,3,5,6-TETRAPHENYL-p-DIOXIN

Sensitized photooxygenation of 2,3,5,6-tetraphenyl-p-dioxin with singlet and triplet excitable sensitizers yields (Z)-stilbendiol dibenzoate together with benzil.Experimental proofs show that unconnected mechanisms could operate accounting for the 1,2-diketone and the endiol diester formation.

FACILE HIGH YIELD SYNTHESIS OF ENEDIOL DIESTERS

Cathodic reductions of diaryl-1,2-diketones are carried out in the presence of acylating reagents.The respective enediol diesters are obtained in high yields.The products are formed by reaction of electrogenerated intermediates with the acylating agents.